Showing NP-Card for Methanol (NP0000217)

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Record Information
Version2.0
Created at2006-02-23 13:09:54 UTC
Updated at2022-02-02 21:36:54 UTC
NP-MRD IDNP0000217
Secondary Accession NumbersNone
Natural Product Identification
Common NameMethanol
DescriptionMethanol, also known as columbian spirit or CH3OH, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). The target of methanol in the eye is the retina, specifically the optic disk and optic nerve. Toxicity is due to the metabolic products of alcohol dehydrogenase (ADH) and aldehyde dehydrogenase. Methanol exists in all living organisms, ranging from bacteria to humans. Methanol is an alcoholic tasting compound. Outside of the human body, Methanol is found, on average, in the highest concentration within cow milk and sweet oranges. Methanol has also been detected, but not quantified in several different foods, such as prairie turnips, mountain yams, mentha (mint), watermelons, and pasta. Methanol is responsible for accidental, suicidal, and epidemic poisonings, resulting in death or permanent sequelae. Methanol is a potentially toxic compound. Visual disturbances develop between 18h to 48h after ingestion and range from mild photophobia and blurred vision to markedly reduced visual acuity and complete blindness. Methanol is metabolized to formaldehyde by alcohol dehydrogenase, then from that to formate by formaldehyde dehydrogenase, and then to carbon dioxide by limited H4 folate. It is the simplest alcohol, and is a light, volatile, colourless, flammable, poisonous liquid with a distinctive odor that is somewhat milder and sweeter than ethanol.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000217 (Methanol)

  Mrv1652309042000252D          

  2  1  0  0  0  0            999 V2000
    4.6887   -4.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5137   -4.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
M  END
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3D MOL for NP0000217 (Methanol)

HMDB0001875
     RDKit          3D
Methanol
  6  5  0  0  0  0  0  0  0  0999 V2000
   -0.3814   -0.0326   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536   -0.4607   -0.1418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.8826   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    0.8782   -0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5951    0.2175    1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    0.2803    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  2  6  1  0
M  END
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3D SDF for NP0000217 (Methanol)

  Mrv1652309042000252D          

  2  1  0  0  0  0            999 V2000
    4.6887   -4.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5137   -4.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000217

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO

> <INCHI_IDENTIFIER>
InChI=1S/CH4O/c1-2/h2H,1H3

> <INCHI_KEY>
OKKJLVBELUTLKV-UHFFFAOYSA-N

> <FORMULA>
CH4O

> <MOLECULAR_WEIGHT>
32.0419

> <EXACT_MASS>
32.02621475

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
3.3823377787776097

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methanol

> <ALOGPS_LOGP>
-1.38

> <JCHEM_LOGP>
-0.5185770686666668

> <ALOGPS_LOGS>
1.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.775593215075904

> <JCHEM_PKA_STRONGEST_BASIC>
-2.459555527725798

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
8.2613

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.19e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0000217 (Methanol)

HMDB0001875
     RDKit          3D
Methanol
  6  5  0  0  0  0  0  0  0  0999 V2000
   -0.3814   -0.0326   -0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9536   -0.4607   -0.1418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0007   -0.8826   -0.3845 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    0.8782   -0.6315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5951    0.2175    1.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531    0.2803    0.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  1  0
  1  5  1  0
  2  6  1  0
M  END
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PDB for NP0000217 (Methanol)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       8.752  -8.419   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.292  -8.419   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1                                                            
MASTER        0    0    0    0    0    0    0    0    2    0    2    0
END
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3D PDB for NP0000217 (Methanol)

COMPND    HMDB0001875
HETATM    1  C1  UNL     1      -0.381  -0.033  -0.011  1.00  0.00           C  
HETATM    2  O1  UNL     1       0.954  -0.461  -0.142  1.00  0.00           O  
HETATM    3  H1  UNL     1      -1.001  -0.883  -0.384  1.00  0.00           H  
HETATM    4  H2  UNL     1      -0.529   0.878  -0.631  1.00  0.00           H  
HETATM    5  H3  UNL     1      -0.595   0.217   1.049  1.00  0.00           H  
HETATM    6  H4  UNL     1       1.553   0.280   0.120  1.00  0.00           H  
CONECT    1    2    3    4    5
CONECT    2    6
END
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SMILES for NP0000217 (Methanol)

CO
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INCHI for NP0000217 (Methanol)

InChI=1S/CH4O/c1-2/h2H,1H3
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View in JSmol
Synonyms
Chemical FormulaCH4O
Average Mass32.0419 Da
Monoisotopic Mass32.02621 Da
IUPAC Namemethanol
Traditional Namemethanol
CAS Registry Number67-56-1
SMILES
CO
InChI Identifier
InChI=1S/CH4O/c1-2/h2H,1H3
InChI KeyOKKJLVBELUTLKV-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, simulated)Ahselim2022-03-29View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species Where Detected
Species NameSourceReference
Escherichia coliKNApSAcK Database
Homo sapiens (Feces)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentPrimary alcohols
Alternative Parents
Substituents
  • Hydrocarbon derivative
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-97.6 °CNot Available
Boiling Point64.00 to 65.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000 mg/mL at 25 °CNot Available
LogP-0.77Hansch CH, Leo A and Hoekman DH. "Exploring QSAR: Hydrophobic, Electronic, and Steric Constraints. Volume 1" ACS Publications (1995).
Predicted Properties
PropertyValueSource
Water Solubility519 g/LALOGPS
logP-1.4ALOGPS
logP-0.52ChemAxon
logS1.21ALOGPS
pKa (Strongest Acidic)15.78ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity8.26 m³·mol⁻¹ChemAxon
Polarizability3.38 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001875
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB008124
KNApSAcK IDC00050480
Chemspider ID864
KEGG Compound IDC00132
BioCyc IDMETOH
BiGG ID33974
Wikipedia LinkMethanol
METLIN ID4201
PubChem Compound887
PDB IDNot Available
ChEBI ID17790
Good Scents IDrw1259561
References
General References